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Reaction ofα,α-dichloro-ω-bromoalkanes andα,α-dichloro-ω-bromoalkenes with benzylmagnesium and allylmagnesium halides

  • Organic and Biological Chemistry
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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

Theα,α-dichloro-ω-bromoalkanes andα,α-dichloro-ω-bromoalkenes react with the benzyl- and allylmagnesium halides in tetrahydrofuran solution to giveω,ω-dichloroalkyl(alkenyl)benzenes,ω,ω-dichloroalkadienes in high yields. For all practical purposes the reactions do not go in ether.

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 886–890, April, 1972.

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Kruglova, N.V., Freidlina, R.K. Reaction ofα,α-dichloro-ω-bromoalkanes andα,α-dichloro-ω-bromoalkenes with benzylmagnesium and allylmagnesium halides. Russ Chem Bull 21, 839–842 (1972). https://doi.org/10.1007/BF00854483

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  • DOI: https://doi.org/10.1007/BF00854483

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